trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane

Base Information

Chemical Name:trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane
CAS No.:208044-54-6
Molecular Formula:C₃₈H₆₀O₉Si
Molecular Weight:688.974
Hs Code.:

trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane

Synonyms:trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane

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Chemical Property of trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane

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Technology Process of trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane

There total 10 articles about trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 208044-44-4
(3S,4aR,6R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-ol

: 208044-54-6
trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 16h;
DOI:10.1021/ja980538t

Reference yield:

: (3S,4aR,6S,10S,11R,12R,12aR)-dodecahydro-11,12-(isopropylidenedioxy)-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-7(1H)-one

: 208044-54-6
trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) 18-crown-6, O₂, 2.) potassium hexamethyldisilazide / 1.) THF, 30 min, 2.) THF, toluene, 0 deg C, 10 min

2: 65 percent / lithium aluminum hydride / diethyl ether / 0.5 h / 25 °C

3: 85 percent / 4-(dimethylamino)pyridine, pyridine / 25 °C

4: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 3 min, 2.) THF, from -78 deg C to RT, 1 h

5: 92 percent / 30percent aq. H₂O₂, AcOH / tetrahydrofuran / 1 h / 0 °C

6: 82 percent / SmI₂ / tetrahydrofuran; methanol / -78 °C

7: 1.) pyridine, OsO₄, 2.) aq. NaHSO₃ / 1.) THF, -18 deg C, 2 h, 2.) THF, overnight

8: 100 percent / camphorsulfonic acid / dimethylformamide / 6 h / 50 - 55 °C

9: 93 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 0 °C

10: 87 percent / diisopropylethylamine / CH₂Cl₂ / 16 h

With pyridine; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; samarium diiodide; 18-crown-6 ether; camphor-10-sulfonic acid; dihydrogen peroxide; oxygen; potassium hexamethylsilazane; sodium hydrogensulfite; acetic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja980538t

Reference yield:

: 208044-42-2
(3S,4aR,6R,9S,10R,11S,12R,12aR)-ddoecahydro-9,10-dihydroxy-11,12-(isopropylidenedioxy)-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8(2H)-one

: 208044-54-6
trimethyl-{2-[({(3S,4aR,6R,8R,9R,10S,11S,12R,12aR)-tetradecahydro-11,12-(isopropylidenedioxy)-9,10-[(R)-(p-methoxybenzylidene)dioxy]-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8-yl}oxy)methoxy]ethyl}silane

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / camphorsulfonic acid / dimethylformamide / 6 h / 50 - 55 °C

2: 93 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 0 °C

3: 87 percent / diisopropylethylamine / CH₂Cl₂ / 16 h

With lithium aluminium tetrahydride; camphor-10-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja980538t